Purpose <p>Internal pancreatic stents are commonly used during pancreaticoduodenectomy (PD) to support pancreatojejunostomy. However, stent-related complications, including rare, but severe jejunal penetration, remain a concern. The stent–jejunum angle has not been well studied, despite its potential contribution to mechanical injury.</p> Methods <p>We retrospectively reviewed 98 patients who underwent PD with internal stent placement between 2010 and 2023. Stent characteristics, including the angle, length, and positioning, were measured using postoperative CT. Outcomes were compared among complication types, stent indwelling time groups, and two insertion techniques: conventional and a modified method designed to reduce the stent angulation.</p> Results <p>Jejunal penetration occurred in three patients (3.1%) and it was associated with a significantly more perpendicular stent–jejunum angle than that in the other groups. A longer stent indwelling time was correlated with a greater intrapancreatic duct length but not with postoperative complications. The modified insertion technique resulted in a less perpendicular angle, and no penetration events occurred after its implementation.</p> Conclusions <p>A near-perpendicular stent–jejunum angle may be associated with jejunal penetration after PD. Although the number of events was small, this geometric parameter represents a potentially modifiable technical factor. Prospective studies are therefore warranted.</p>